Executive Personal Assistant

Upward Projects, LLC; Chicago (IL); On-site; USD 60,000 - 80,000; Full time

Job summary

A leading restaurant group is seeking an Executive Personal Assistant to support the CEO. The role involves managing schedules, coordinating travel, and handling personal logistics. Candidates should have 3-5 years of experience with high-level executives and strong communication skills, driven by a passion for hospitality and excellence.

Benefits

Excellent benefit and compensation package

Paid time off and earned paid sick time

Fitness discount programs

401K with company match

Unlimited growth opportunities

Generous meal benefit program

Qualifications

• 3-5 years of experience supporting high-level executives.
• Proficient in Google Workspace and Microsoft Office Suite.
• Strong management skills for calendars and inbox.

Responsibilities

• Manage the CEO’s comprehensive calendar and communications.
• Coordinate personal and business travel arrangements.
• Oversee personal logistics and property operations.

Skills

Calendar Management

Effective Communication

Problem Solving

Tools

Google Workspace

Microsoft Office Suite

Job description

Description

WHO WE ARE

We are a restaurant group that thrives on creating authentic and inspiring experiences for the communities we serve. Through the contributions of countless incredible people, past and present, we're headed to the moon with a simple mission - to make people feel good. While no one on the team is quite like the other, it's our common values that keep us united.

• Be Authentic and Humble
• Act with Integrity
• Bring Good Energy
• Achieve as a Team
• Get Extraordinary Results
• Inspire with Hospitality

ABOUT THE EXECUTIVE PERSONAL ASSISTANT

The Executive Personal Assistant to the CEO provides essential administrative and personal support to ensure the CEO’s priorities are managed with accuracy, care, and efficiency. This role requires someone who is highly organized, adaptable, and responsive in a dynamic and fast-paced environment. Responsibilities span administrative coordination, personal errands, vendor and household management, and oversight of calendars and email communication. Strong foresight, independent problem-solving, and an ability to anticipate needs are critical for success.

TO BE SUCCESSFUL YOU MUST

• Manage the CEO’s comprehensive calendar, including scheduling across business, household, school, and rental property needs
• Coordinate meetings and track follow-up actions
• Screen and triage incoming communications; manage emails and draft responses as needed
• Coordinate business and personal travel arrangements, including itineraries and logistics
• Prepare and maintain digital files, reports, and documentation (e.g., Dropbox, expense records)
• Process and code business-related expense reports and reimbursements
• Schedule and manage personal and family appointments
• Coordinate with care providers, ensuring coverage and completion of tasks
• Organize and maintain digital filing systems for household and family documents
• Manage errands, reservations, purchases, and general personal logistics
• Oversee maintenance and operations of the CEO’s primary residence and rental property
• Coordinate with contractors, vendors, and service providers to ensure timely and high-quality work.
• Manage bookings and guest communication for rental properties, ensuring readiness and satisfaction
• Oversee and support home technology systems and coordinate service as needed
• Execute errands such as pickups, deliveries, shopping, and urgent requests
• Provide on-site support for projects, meetings, and events as directed

WHY YOU'LL LOVE UPWARD PROJECTS

• Excellent benefit and compensation package
• Paid time off and earned paid sick time
• Fitness discount programs
• 401K with company match
• A people focused culture united by our shared values
• Unlimited growth opportunities, with several new restaurant openings
• Having a voice. We provide empowerment and influence to all our team members
• Opportunity to build deep, meaningful, and lasting relationships with colleagues
• Recognition and rewards for your hard work and tenure
• Generous meal benefit program

Requirements

• 3-5 years of experience high-level executives or cross-functional leadership
• Proficiency in Google Workspace (Docs, Sheets, Calendar, Drive) and Microsoft Office Suite (Word, Excel, PowerPoint)
• Strong calendar and inbox management skills
• Familiarity with Apple products, Dropbox, and coordination apps
• Effective written and verbal communication